Synthesis of Substituted Thioureas and Their Sulfur Heterocyclic Systems of p-Amino Salicylic Acid as Antimycobacterial Agents

A series of new N,N′-substituted thioureas (2, 6, and 8) and their sulfur heterocycles as thiobarbituric acids (3, 4, and 7), 2-thioxothiazoliodin-4-one (10), thiazolidin-4-one (11), 1,2,4-triazol-5-thione (14), and 1,3,4-thiadiazole (15) of p-Amino salicylic acid (PAS) have been synthesized from tr...

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Main Authors: Mohammed Saleh I. T. Makki, Reda M. Abdel-Rahman, Hassan M. Faidallah, Khalid Ali Khan
Format: Article
Language:English
Published: Wiley 2013-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2013/862463
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author Mohammed Saleh I. T. Makki
Reda M. Abdel-Rahman
Hassan M. Faidallah
Khalid Ali Khan
author_facet Mohammed Saleh I. T. Makki
Reda M. Abdel-Rahman
Hassan M. Faidallah
Khalid Ali Khan
author_sort Mohammed Saleh I. T. Makki
collection DOAJ
description A series of new N,N′-substituted thioureas (2, 6, and 8) and their sulfur heterocycles as thiobarbituric acids (3, 4, and 7), 2-thioxothiazoliodin-4-one (10), thiazolidin-4-one (11), 1,2,4-triazol-5-thione (14), and 1,3,4-thiadiazole (15) of p-Amino salicylic acid (PAS) have been synthesized from treatment with dithiocarbazinate (1, 5 and 12) followed by heterocyclization with dimethyl malonate, chloroacetic acid, and/or trifluoroacetic anhydride. The structures of the newly synthesized compounds were substantiated with IR, H1, and C13 NMR spectral data and elementary microanalyses. The in vitro antitubercular activity of synthesized compounds against M. tuberculosis strain H37Rv showed moderate-to-good activity.
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institution Kabale University
issn 2090-9063
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language English
publishDate 2013-01-01
publisher Wiley
record_format Article
series Journal of Chemistry
spelling doaj-art-7b1157a6adc3400d93de86f6553c5c902025-02-03T05:44:30ZengWileyJournal of Chemistry2090-90632090-90712013-01-01201310.1155/2013/862463862463Synthesis of Substituted Thioureas and Their Sulfur Heterocyclic Systems of p-Amino Salicylic Acid as Antimycobacterial AgentsMohammed Saleh I. T. Makki0Reda M. Abdel-Rahman1Hassan M. Faidallah2Khalid Ali Khan3Department of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi ArabiaDepartment of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi ArabiaDepartment of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi ArabiaDepartment of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi ArabiaA series of new N,N′-substituted thioureas (2, 6, and 8) and their sulfur heterocycles as thiobarbituric acids (3, 4, and 7), 2-thioxothiazoliodin-4-one (10), thiazolidin-4-one (11), 1,2,4-triazol-5-thione (14), and 1,3,4-thiadiazole (15) of p-Amino salicylic acid (PAS) have been synthesized from treatment with dithiocarbazinate (1, 5 and 12) followed by heterocyclization with dimethyl malonate, chloroacetic acid, and/or trifluoroacetic anhydride. The structures of the newly synthesized compounds were substantiated with IR, H1, and C13 NMR spectral data and elementary microanalyses. The in vitro antitubercular activity of synthesized compounds against M. tuberculosis strain H37Rv showed moderate-to-good activity.http://dx.doi.org/10.1155/2013/862463
spellingShingle Mohammed Saleh I. T. Makki
Reda M. Abdel-Rahman
Hassan M. Faidallah
Khalid Ali Khan
Synthesis of Substituted Thioureas and Their Sulfur Heterocyclic Systems of p-Amino Salicylic Acid as Antimycobacterial Agents
Journal of Chemistry
title Synthesis of Substituted Thioureas and Their Sulfur Heterocyclic Systems of p-Amino Salicylic Acid as Antimycobacterial Agents
title_full Synthesis of Substituted Thioureas and Their Sulfur Heterocyclic Systems of p-Amino Salicylic Acid as Antimycobacterial Agents
title_fullStr Synthesis of Substituted Thioureas and Their Sulfur Heterocyclic Systems of p-Amino Salicylic Acid as Antimycobacterial Agents
title_full_unstemmed Synthesis of Substituted Thioureas and Their Sulfur Heterocyclic Systems of p-Amino Salicylic Acid as Antimycobacterial Agents
title_short Synthesis of Substituted Thioureas and Their Sulfur Heterocyclic Systems of p-Amino Salicylic Acid as Antimycobacterial Agents
title_sort synthesis of substituted thioureas and their sulfur heterocyclic systems of p amino salicylic acid as antimycobacterial agents
url http://dx.doi.org/10.1155/2013/862463
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